Pyridine → HCID 21438293, compound

Participants

Reaction Steps

Triethylamine (6.2 cc.) followed by anhydrous pyridine (27.5 cc.) is added to a suspension of 5-hydroxy-6-(5-methylpyrid-2-yl)-7-oxo-2,3,6,7-tetrahydro-5H-1,4-oxathiino[2,3-c]pyrrole (2.9 g.) and 1-chlorocarbonyl-4-methylpiperazine hydrochloride (6.6 g.) in methylene chloride (55 cc.). The reaction mixture is then heated under reflux for 6 hours. After cooling, water (150 cc.) and methylene chloride (50 cc.) are added. The aqueous phase is decanted and washed with methylene chloride (50 cc.). The organic phases are combined and washed by decanting successively with water (2 × 50 cc.), N aqueous sodium hydroxide solution (50 cc.) and water (2 × 50 cc.). After drying over sodium sulphate and treatment with decolourising charcoal, the organic phase is evaporated to dryness under reduced pressure. Recrystallisation of the residue from acetonitrile (40 cc.) gives 5-(4-methylpiperazin-1-yl)carbonyloxy-6-(5-methylpyrid-2-yl)-7-oxo-2,3,6,7-tetrahydro-5H-1,4-oxathiino[2,3-c]pyrrole (2.8 g.) melting at 183° C.

Provenance & Evidence